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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Longboat Key condo rentals

Smart TV

Sunset and beach view from your balcony Unit 403

Sunset and beach view from your balcony Unit 403
Longboat Key
9.8 out of 10, Exceptional, (113 reviews)
"Beach view with sunset!!"
United States
joseph l.
Sunset and beach view from your balcony Unit 403
Outdoor dining

Island Time: Open Sunday, $150/nt + Fees!

Island Time: Open Sunday, $150/nt + Fees!
Longboat Key
10.0 out of 10, Exceptional, (125 reviews)
"Great host! Amazing location. Loved the beach access and views! Highly recommended "
United States
Bonnie N.
$294 nightly
The price is $328
May 3 - May 4
Total with taxes and fees
Island Time: Open Sunday, $150/nt + Fees!
On the beach

Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach

Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach
Longboat Key
8.8 out of 10, Excellent, (21 reviews)
"It was in great condition and an overall good experience. "
United States
Ava G.
$395 nightly
The price is $441
May 3 - May 4
Total with taxes and fees
Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach
On the beach

Updated Beachfront Condo at Prestigious Long Boat Key Resort

Updated Beachfront Condo at Prestigious Long Boat Key Resort
Longboat Key
8.4 out of 10, Very Good, (19 reviews)
"Perfect view, super clean, convenient, was the perfect size for me and my husband. We stayed for our 10 year anniversary and everything was perfect. "
United States
HALEY B.
$795 nightly
The price is $886
May 3 - May 4
Total with taxes and fees
Updated Beachfront Condo at Prestigious Long Boat Key Resort
Exterior

Sandy Toes & Sun Kissed Nose!

Sandy Toes & Sun Kissed Nose!
Longboat Key
9.6 out of 10, Exceptional, (10 reviews)
"We had a wonderful stay, the condo was very well equipped and the host was absolutely fantastic! "
United States
Emily L.
$392 nightly
The price is $437
May 13 - May 14
Total with taxes and fees
Sandy Toes & Sun Kissed Nose!
On the beach, beach umbrellas

Gulfside 2BR Condo–Silver Sands #257S

Gulfside 2BR Condo–Silver Sands #257S
Longboat Key
8.6 out of 10, Excellent, (35 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Very pleasant quiet community"
United States
Patty B.
$521 nightly
The price is $581
May 4 - May 5
Total with taxes and fees
Gulfside 2BR Condo–Silver Sands #257S
Property grounds

Are you ready for a luxury 5-floor penthouse 60 ft from water, 207 reviews

Are you ready for a luxury 5-floor penthouse 60 ft from water, 207 reviews
Longboat Key
10.0 out of 10, Exceptional, (207 reviews)
"Great location."
United States
Janet B.
$506 nightly
The price is $564
May 10 - May 11
Total with taxes and fees
Are you ready for a luxury 5-floor penthouse 60 ft from water, 207 reviews
Smart TV

Client texted view crazy Last minute cancellation Apr 25 - May 16th on sale

Client texted view crazy Last minute cancellation Apr 25 - May 16th on sale
Longboat Key
10.0 out of 10, Exceptional, (101 reviews)
"Location and view was amazing "
United States
joseph l.
$507 nightly
The price is $565
May 12 - May 13
Total with taxes and fees
Client texted view crazy Last minute cancellation Apr 25 - May 16th on sale
Beach

Beachfront Bliss on Longboat Key- Steps to the sand

Beachfront Bliss on Longboat Key- Steps to the sand
Longboat Key
8.6 out of 10, Excellent, (17 reviews)
"Great locale right on the beach "
United States
Carole
$372 nightly
The price is $414
May 4 - May 5
Total with taxes and fees
Beachfront Bliss on Longboat Key- Steps to the sand
Beach umbrellas

Silver Sands 1BR – Gulfside Comfort #255 by RVA

Silver Sands 1BR – Gulfside Comfort #255 by RVA
Longboat Key
9.0 out of 10, Wonderful, (87 reviews)
"Location #1. Clean #2"
United States
Eric C.
$339 nightly
The price is $378
May 11 - May 12
Total with taxes and fees
Silver Sands 1BR – Gulfside Comfort #255 by RVA
Dining

The Beach on Longboat Key #227 Resort by RVA

The Beach on Longboat Key #227 Resort by RVA
Longboat Key
9.0 out of 10, Wonderful, (79 reviews)
"Very nice place"
United States
Laurette C.
$338 nightly
The price is $377
May 4 - May 5
Total with taxes and fees
The Beach on Longboat Key #227 Resort by RVA
On the beach, beach umbrellas

1BR Beach Getaway – Silver Sands #254 by RVA

1BR Beach Getaway – Silver Sands #254 by RVA
Longboat Key
9.2 out of 10, Wonderful, (94 reviews)
"Great view, clean, beautiful!"
United States
Bethany
$333 nightly
The price is $371
May 7 - May 8
Total with taxes and fees
1BR Beach Getaway – Silver Sands #254 by RVA
Smart TV, offices

Beachfront Escape – Private Balcony, Gulf Views, No Street to Cross, Watch the Sunset from Your Balcony

Beachfront Escape – Private Balcony, Gulf Views, No Street to Cross, Watch the Sunset from Your Balcony
Longboat Key
9.8 out of 10, Exceptional, (144 reviews)
"Great location, great property! "
United States
Chelsy K.
$359 nightly
The price is $395
May 7 - May 8
Total with taxes and fees
Beachfront Escape – Private Balcony, Gulf Views, No Street to Cross, Watch the Sunset from Your Balcony
On the beach

Drift & Dune – Longboat Beachfront #101 RVA

Drift & Dune – Longboat Beachfront #101 RVA
Longboat Key
8.6 out of 10, Excellent, (79 reviews)
"Check in and out was easy, the pool and condo were great, and the location was awesome!"
United States
Bailey B.
$337 nightly
The price is $376
May 13 - May 14
Total with taxes and fees
Drift & Dune – Longboat Beachfront #101 RVA
On the beach

Beachfront Studio – Cabana #5B by RVA

Beachfront Studio – Cabana #5B by RVA
Longboat Key
8.2 out of 10, Very Good, (77 reviews)
"The pool was disgusting, dirt and debris on the bottom and top so that was disappointing, while watching TV and sleeping a person actually opened up our porch door then the main door and just walked in and said they had booked the same room and had keys, what kind of place does not keep track of that and I'm not sure what the person was thinking the TV was on and it was up a little so I know they heard it from the outside but to get back to that place for allowing that to happen. He's lucky I...
United States
Joseph
$277 nightly
The price is $309
May 13 - May 14
Total with taxes and fees
Beachfront Studio – Cabana #5B by RVA
Beach umbrellas

Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA

Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA
Longboat Key
8.8 out of 10, Excellent, (42 reviews)
"Enjoyed our stay"
United States
Susan C.
$308 nightly
The price is $343
May 3 - May 4
Total with taxes and fees
Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA
On the beach, beach umbrellas

Gulf Front Escape – Silver Sands #252 by RVA

Gulf Front Escape – Silver Sands #252 by RVA
Longboat Key
9.2 out of 10, Wonderful, (103 reviews)
"Perfect for our family "
United States
Alan B.
$343 nightly
The price is $382
May 3 - May 4
Total with taxes and fees
Gulf Front Escape – Silver Sands #252 by RVA
Beach umbrellas

Relax at Gulf – Silver Sands Resort #232, Longboat

Relax at Gulf – Silver Sands Resort #232, Longboat
Longboat Key
9.2 out of 10, Wonderful, (79 reviews)
"Great beach access. Central location on the island. Not overcrowded. Ground floor unit was in good shape considering the hurricane in 2024.Bedroom could use blackout curtains (it gets bright in there in the AM) and the road noise was a bit loud."
United States
Mark G.
$314 nightly
The price is $350
May 10 - May 11
Total with taxes and fees
Relax at Gulf – Silver Sands Resort #232, Longboat
Property grounds

Gulfside Comfort – Beach Castle #4 by RVA

Gulfside Comfort – Beach Castle #4 by RVA
Longboat Key
9.0 out of 10, Wonderful, (46 reviews)
"Everything was great, would definitely stay again!"
United States
Shelly V.
$460 nightly
The price is $513
May 3 - May 4
Total with taxes and fees
Gulfside Comfort – Beach Castle #4 by RVA
Sun loungers

Charming Longboat Key Bungalow minutes from beaches, restaurants, parks

Charming Longboat Key Bungalow minutes from beaches, restaurants, parks
Longboat Key
9.4 out of 10, Exceptional, (18 reviews)
"This was a wonderful place to stay!! Close to the beach, yet quiet. This is the perfect place to stay on Longboat Key as easy access and areas to bike. My wife and I most definitely will consider staying here again. "
United States
Dan S.
$363 nightly
The price is $405
May 3 - May 4
Total with taxes and fees
Charming Longboat Key Bungalow minutes from beaches, restaurants, parks
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Longboat Key Hotel Reviews

Right on the beach.Renovated ground Floor unit 63.

Right on the beach.Renovated ground Floor unit 63.

10/10 Excellent
"Yes I enjoyed the pool. The floors were very dirty.They needed to be mopped. My feet were so dirty I had to use the laundrey service to wash my socks."
Laura C. 10-night trip
Posted 1 day ago
Right on the beach.Renovated ground Floor unit 63.

Price trends for Condo Rentals in Longboat Key

Less expensive
More expensive
This month
Next month
September
March
$400
$480
Month
Price
January
$426
February
$544
March
$555
April
$487
May
$400
June
$480
July
$484
August
$417
September
$395
October
$398
November
$410
December
$434
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed Condo Rentals in Longboat Key. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Longboat Key

Longboat Key Condo Rentals information

Number of reviews
1,310
Accommodation
583 Condo Rentals
Lowest Price
$309
Highest Price
$886

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